N-bromobutanimide → HCID 9835913, 화합물

HRID 1934785노트

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HRID 1934785 반응식
[C:1]([N:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)#[N:2].[Br:18]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[C:1]([N:3]1[C:4]2[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=2[CH:6]([Br:18])[CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2)#[N:2]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 1116033810,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonitrile

생성물 1

HCID 9835913HCID 9835913, 화합물수율 91.4%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

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온도
2.5 °C

실험 절차

6.60 g (0.030 mols) of 5-cyano-10,11-dihydro-5H-dibenz[b,f]-azepine (I) are stirred at 50° C. with 50 ml of CCl4. The fluid suspension is added under stirring with 5.6 g (0.0315 mols) of N-bromosuccinimide of purity above 98%, then with 0.37 g (0.0015 mols) of dibenzoylperoxide. Temperature is raised to mild reflux and the mixture is stirred for a further 55 minutes controlling the formed foam, then cooled and solvent is evaporated off. The residue is suspended in toluene (15 ml) at 80° C. for 20 minutes, filtered, the solution is cooled at 0-5° C. for 1 hour, to obtain 8.2 g (83%) of 5-cyano-10-bromo-10,11-dihydro-5H-dibenz[b,f]azepine (II), m.p. 132-9 (with decomposition).

후처리

  1. additionThe fluid suspension is added
  2. temperatureTemperature is raised
  3. temperatureto mild reflux
  4. temperaturecooled
  5. customsolvent is evaporated off
  6. waitThe residue is suspended in toluene (15 ml) at 80° C. for 20 minutes
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-fbc9f8dfb17f42e088c6f9aefe52dea6
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384217B1

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